(R)-5-(benzyloxymethyl)-3-(3-benzylthio-2-methoxypropoxy)-2-methylpyridine-4-carbaldehyde

Base Information

Chemical Name:(R)-5-(benzyloxymethyl)-3-(3-benzylthio-2-methoxypropoxy)-2-methylpyridine-4-carbaldehyde
CAS No.:252272-56-3
Molecular Formula:C₂₆H₂₉NO₄S
Molecular Weight:451.587
Hs Code.:

Synonyms:(R)-5-(benzyloxymethyl)-3-(3-benzylthio-2-methoxypropoxy)-2-methylpyridine-4-carbaldehyde

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Chemical Property of (R)-5-(benzyloxymethyl)-3-(3-benzylthio-2-methoxypropoxy)-2-methylpyridine-4-carbaldehyde

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Technology Process of (R)-5-(benzyloxymethyl)-3-(3-benzylthio-2-methoxypropoxy)-2-methylpyridine-4-carbaldehyde

There total 7 articles about (R)-5-(benzyloxymethyl)-3-(3-benzylthio-2-methoxypropoxy)-2-methylpyridine-4-carbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

: 252272-49-4
(R)-5-(benzyloxymethyl)-3-(3-benzylthio-2-methoxypropoxy)-2-methylpyridine-4-carbaldehyde dimethyl acetal

: 252272-56-3
(R)-5-(benzyloxymethyl)-3-(3-benzylthio-2-methoxypropoxy)-2-methylpyridine-4-carbaldehyde

Guidance literature:: With acetic acid; at 100 ℃; for 12h;
DOI:10.1016/S0040-4020(99)00708-5

Reference yield:

: 100-11-8
1-bromomethyl-4-nitro-benzene

: (S)-2-{[1-[5-Benzyloxymethyl-3-((R)-3-benzylsulfanyl-2-methoxy-propoxy)-2-methyl-pyridin-4-yl]-meth-(E)-ylidene]-amino}-propionic acid benzyl ester

: (R)-2-Amino-2-methyl-3-(4-nitro-phenyl)-propionic acid benzyl ester

: (S)-2-Amino-2-methyl-3-(4-nitro-phenyl)-propionic acid benzyl ester

: 252272-56-3
(R)-5-(benzyloxymethyl)-3-(3-benzylthio-2-methoxypropoxy)-2-methylpyridine-4-carbaldehyde

Guidance literature:: With sodium hydride; In tetrahydrofuran; at -78 ℃; for 10h; Title compound not separated from byproducts;
DOI:10.1016/S0040-4020(99)00708-5

Reference yield:

: 100-53-8
phenylmethanethiol

: 252272-56-3
(R)-5-(benzyloxymethyl)-3-(3-benzylthio-2-methoxypropoxy)-2-methylpyridine-4-carbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1.1: MeONa / methanol / 0.17 h / 20 °C

1.2: 93 percent / benzene / 0.25 h / 20 °C

2.1: NaH / tetrahydrofuran / 1 h / 20 °C

2.2: 91 percent / 4 h / 20 °C

3.1: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 10 h / 20 °C

4.1: 42 percent / triphenylphosphine, NBS / CH₂Cl₂ / 0.08 h / 20 °C

5.1: NaH / dimethylformamide / 1 h / 20 °C

5.2: 64 percent / dimethylformamide / 4 h / 80 °C

6.1: 81 percent / aq. AcOH / 12 h / 100 °C

With N-Bromosuccinimide; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; acetic acid; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Addition / 1.2: Substitution / 2.1: Metallation / 2.2: Substitution / 3.1: Substitution / 4.1: Bromination / 5.1: Metallation / 5.2: Substitution / 6.1: Hydrolysis;
DOI:10.1016/S0040-4020(99)00708-5